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Sodium sulfate decahydrate → 2-[3,5-Bis(methoxymethoxy)phenyl]ethanol

HRID 495172
ノート
印刷プレビュー

反応式

HRID 495172 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][CH2:9][O:10][C:11]1[CH:12]=[C:13]([CH2:21][C:22](OC)=[O:23])[CH:14]=[C:15]([O:17][CH2:18][O:19][CH3:20])[CH:16]=1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH3:7][O:8][CH2:9][O:10][C:11]1[CH:12]=[C:13]([CH2:21][CH2:22][OH:23])[CH:14]=[C:15]([O:17][CH2:18][O:19][CH3:20])[CH:16]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 23116398Methyl 3,5-bis(methoxymethoxy)phenylacetate

生成物 1

HCID 231163592-[3,5-Bis(methoxymethoxy)phenyl]ethanol収率 98%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
4 °C

実験手順

A solution of lithium aluminum hydride (1.0 g, 26 mmol) in tetrahydrofuran (50 mL) was cooled to 4° C., and a solution of methyl 3,5-bis(methoxymethoxy)phenylacetate (5.3 g, 20 mmol) obtained in Example 1, Step 1 in tetrahydrofuran (50 mL) was added dropwise thereto, followed by stirring at 4° C. for 30 minutes. To the reaction mixture was added anhydrous sodium sulfate decahydrate to stop the reaction, and the mixture was stirred at room temperature for 12 hours. The resulting suspension was filtered under reduced pressure, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/9-1/1) to obtain 2-[3,5-bis(methoxymethoxy)phenyl]ethanol (4.6 g, 98%). 1H-NMR (CDCl3, 270 MHz) δ (ppm): 6.62 (t, J=2.2 Hz, 1H), 6.58 (d, J=2.2 Hz, 2H), 5.14 (s, 4H), 3.85 (q, J=6.4 Hz, 2H), 3.48 (s, 6H), 2.81 (t, J=6.4 Hz, 2H), 1.42 (t, J=6.4 Hz, 1H)

後処理

  1. customthe reaction
  2. stirringthe mixture was stirred at room temperature for 12 hours
  3. filtrationThe resulting suspension was filtered under reduced pressure
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/9-1/1)

出典と根拠

ORDレコード
ord-dddd94960aa248a087382fb7e7a89322
出典データセット
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07538224B2

反応ノート

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